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Catalyst for preparing hydroperoxide from alkyl arene through catalytic oxidation and application thereof

An alkyl aromatic hydrocarbon, catalytic oxidation technology, applied in physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, preparation of peroxy compounds, etc., can solve the problem of increasing the consumption of liquid acids such as sulfuric acid and acid residues. Discharge, acid resin decomposition process cannot operate normally, and refining process is complex, etc., to achieve the effect of improving comprehensive cost efficiency, easy separation, and improving oxidation rate

Inactive Publication Date: 2013-03-13
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] Whether it is sodium hydroxide, sodium carbonate, NHPI or alkaline ionic liquids used in the above-mentioned patents, they are all alkaline small-molecule catalysts. These catalysts are difficult to separate from the reaction solution and will enter the follow-up process together with the reaction solution. The acid decomposition process neutralizes the active center of the acid decomposition catalyst, increases the consumption of liquid acids such as sulfuric acid and the discharge of acid slag, or makes the clean acid resin decomposition process unable to operate normally, and also makes the subsequent phenol product refining process become difficult. complex

Method used

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  • Catalyst for preparing hydroperoxide from alkyl arene through catalytic oxidation and application thereof
  • Catalyst for preparing hydroperoxide from alkyl arene through catalytic oxidation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Preparation of catalyst: Put imidazole (0.1mol), ethanol 50ml, and sodium hydroxide (0.25mol) in a three-necked flask with reflux device and stirring, add dibromoethane (0.12mol) dropwise under reflux conditions, and add dropwise Continue to react for 12 hours after completion, after cooling down, filter and wash with water to obtain polyimidazole-type basic ionic liquid compound A.

[0023] The ionic liquid polymer A is a solid with a melting point greater than 130°C, insoluble in solvents such as water and benzene, and is a mixed substance, wherein R, R 1 for C 2 h 5 , R 2 for C 2 h 4 , n=100-2400.

[0024] Oxidation reaction: Take 15g of cumene and put it in a three-necked flask with reflux device and stirring, add 0.09g of catalyst A prepared above, the reaction temperature is 60°C, feed air 200ml / min, after 16 hours of reaction, the cumene The conversion was 50% and the selectivity of cumene hydroperoxide was 85%. The catalyst is separated and recovered by f...

Embodiment 2

[0026] Preparation of catalyst: Take diethylamine (0.4mol), 500ml of ethanol, and sodium hydroxide (0.9mol) in a three-necked flask with reflux device and stirring, and add epichlorohydrin (1.0mol) dropwise under reflux conditions , continue to react for 16 hours after the dropwise addition, after cooling down, filter and wash with water to obtain polyquaternium basic ionic liquid compound B.

[0027] The ionic liquid polymer B is solid and has a melting point greater than 120° C. and is insoluble in solvents such as water and benzene. is a mixed substance, where R 1 , R 2 for C 2 h 5 , R 3 for CH 2 CH 2 OHCH 2 , R 4 for CH 2 CH 2 OHCH 2 OH, n=3000-10000.

[0028] Get 20g of sec-butylbenzene and put it in a three-necked flask with reflux device and stirring, add 0.2g polyquaternium type basic ionic liquid compound B, the reaction temperature is 90°C, feed air at 160ml / min, after 34 hours of reaction, sec The conversion of butylbenzene was 92%, and the selectivity ...

Embodiment 3

[0030] Preparation of catalyst: Take diethylphosphorus (0.2mol), 100ml of ethanol, and sodium hydroxide (0.5mol) in a three-necked flask with reflux device and stirring, and add dibromobutane (0.26mol) dropwise under reflux conditions , continue to react for 10 hours after the dropwise addition, after cooling down, filter and wash with water to obtain polyquaternium basic ionic liquid compound C.

[0031] The ionic liquid polymer C is solid, has a melting point greater than 140° C., and is insoluble in solvents such as water and benzene. where R 1 , R 2 for C 2 h 5 , R 3 for C 4 h 8 , R 4 for CH 2 CH 2 CH2 CH 2 OH, n=3000-4000.

[0032] Take 25g of m-dicumene and put it in a three-necked flask with reflux device and stirring, add 6.5g of catalyst C, the reaction temperature is 95°C, and feed air at 160ml / min. After 34 hours of reaction, the conversion rate of m-diisopropylbenzene The selectivity of DHP was 97%, the selectivity of DHP was 32%, the selectivity of HHP...

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Abstract

The invention discloses a catalyst for preparing hydroperoxide from alkyl arene through catalytic oxidation and application thereof, belonging to the technical field of catalytic oxidation of alkyl arene. The structural formula of the catalyst is described in the specification. With air as an oxygen source, the alkyl arene is prepared into corresponding hydroperoxide through catalytic oxidization, the additive amount of the catalyst is 0.001-1 time, preferably, 0.002-0.5 time of that of the alkyl arene. The reaction temperature of catalytic oxidization is 60-150 DEG C, air flow is 25-120L / (h.mol alkyl arene), and the reaction time is 2-72h, preferably 15-36h. The catalyst is easy to separate from a reaction flow while the oxidization rate of the alkyl arene is increased and the selectivity of the hydroperoxide is improved, thereby reducing entrainment in the reaction flow and avoiding alkalosis of an acid catalyst in a subsequent acid decomposing process.

Description

technical field [0001] The invention relates to a catalyst for preparing hydrogen peroxide by catalytic oxidation of alkyl aromatic hydrocarbons and its application, and belongs to the technical field of catalytic oxidation of alkyl aromatic hydrocarbons. Background technique [0002] Since the process of preparing phenol by oxidation of cumene was invented, the oxidation of alkylbenzenes has been extensively studied. At present, more than 90% of phenol in the world is produced by the cumene method. With the development and maturity of the process of producing phenol and acetone by the cumene method, the production of phenol by the cumene oxidation method has been extended to the production of resorcinol and hydroquinone since the 1950s. The cumene oxidation method usually uses sodium hydroxide or sodium carbonate as a catalyst. Under the oxidation of air, cumene is oxidized into cumene hydroperoxide, and then decomposed into phenol under the action of acids such as sulfuric...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/06C07C409/10C07C409/08C07C407/00
Inventor 黄崇品钟剑凌陈标华张傑宋彦磊
Owner BEIJING UNIV OF CHEM TECH